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Bailiff

What it is

Bailiff is a web deadline-management service for legal professionals. Users upload court documents, review proposed deadlines and events, then synchronize approved items with calendars. Each deadline records the triggering event, source wording, and calculation path, while the source document remains attached through review and calendar entry. When new filings arrive, Bailiff checks them against existing events so changes can be approved before calendars update. Connections to Google Calendar and Outlook use APIs, with customizable reminders and timezone support; synchronization is one-way. The site says the service supports court orders and scheduling documents from Florida and Texas state courts, plus all Federal courts. Bailiff states that documents are processed in isolation without sharing and that connections use 256-bit SSL encryption. The Bailiff Plan costs $35 a month, billed per seat / month, and includes unlimited PDF processing, team collaboration, priority email support, and a 14-day trial without a credit card. Customers can cancel anytime without fees, with a 30-day money-back guarantee for legal professionals.

For and against

For

  • Explains each deadline’s source and calculation path
  • Reviews filing changes before calendar updates
  • Google Calendar and Outlook connectivity
  • Unlimited PDF processing in the listed plan
  • 14-day trial without a credit card

Against

  • Calendar synchronization is one-way
  • Coverage is limited to listed court jurisdictions
  • Costs $35 per seat / month
  • No free plan

The verdict

Bailiff emphasizes reviewable deadline calculations and an audit trail before calendar changes. Legal teams should weigh its one-way sync and stated court coverage against the included collaboration and PDF processing.

Who it suits

It suits legal professionals and teams managing court-document deadlines. Users working with the listed Florida, Texas, and Federal court materials may find its review-before-sync workflow relevant.

Plans and prices

Bailiff Plan

$35a month

14-day free trial — no credit card · Unlimited PDF processing · Google Calendar & Outlook sync · Team collaboration features

Every plan, in full

On the record

Audit trail
The source document remains attached to each proposed deadline, connecting it to the event, calculation, review status, and calendar entry.getbailiff.com · read 4 Oct 2026
Cancellation
The site says customers can cancel anytime without fees and offers a 30-day money-back guarantee for legal professionals.getbailiff.com · read 4 Oct 2026
Change tracking
New filings are checked against existing events so updates can be approved before calendars change.getbailiff.com · read 4 Oct 2026
Court coverage
The site says it supports court orders and scheduling documents from Florida and Texas state courts, plus all Federal courts.getbailiff.com · read 4 Oct 2026
Deadline explanations
Each deadline shows its triggering event, source language, and calculation path for review.getbailiff.com · read 4 Oct 2026
Integrations
Bailiff connects to Google Calendar and Outlook via API, with customizable reminders and timezone support.getbailiff.com · read 4 Oct 2026
Intended users
Bailiff describes itself as AI-powered deadline management for legal professionals and invites legal teams to use it.getbailiff.com · read 4 Oct 2026
Purpose
Bailiff reads court documents, calculates deadlines, and updates calendars automatically.getbailiff.com · read 4 Oct 2026
Security
The site states that it uses 256-bit SSL encryption and processes documents in isolation without sharing them.getbailiff.com · read 4 Oct 2026
Support
The plan includes priority email support, and the site lists [email protected] as its support contact.getbailiff.com · read 4 Oct 2026
Trial
The plan includes a 14-day free trial with no credit card required.getbailiff.com · read 4 Oct 2026
Workflow
Users upload court documents, review proposed deadlines and events, then sync approved items to calendars.getbailiff.com · read 4 Oct 2026

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